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Supporting Information Near Infrared Dye-Conjugated Oxidative Stress Amplifying Polymer Micelles for Dual Imaging and Synergistic Anticancer Phototherapy Wonseok Yang, Jeongyoun Noh, Hoyeon Park, Sian Gwon, Berwin Singh, Chulgyu Song, Dongwon Lee* 1

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Supporting Information

Near Infrared Dye-Conjugated Oxidative Stress Amplifying Polymer Micelles for Dual Imaging and Synergistic Anticancer Phototherapy

Wonseok Yang, Jeongyoun Noh, Hoyeon Park, Sian Gwon, Berwin Singh, Chulgyu Song, Dongwon Lee*

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Figure S1. A synthetic and degradation route of HRGP-IR.

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Figure S2. 1H NMR spectrum of HRGP recorded in CDCl3.

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(b)

Figure S3. Characterization of HRGP-IR. (a) Gross photographs of HRGP and HRGP-IR. (b)

1H NMR spectrum of HRGP-IR recorded in CDCl3.

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Figure S4. Temperature change of HRGP-IR micelles with different contents of IR820 during NIR laser irradiation. (a) IR820 of 7 wt %. (b) IR820 of 15 wt %. (c) IR820 of 30 wt %. Values are mean±SD (n=4).

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Figure S5. Representative fluorescence images of SW620 cells treated with HRGP-IR micelles.

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Figure S6. Intracellular generation of ROS by HRGP-IR micelles. (A) Effects of the concentration of HRGP-IR micelles on the intracellular ROS generation. (B) Quantitative analysis of ROS generation in cells treated with HRGP micelles. Values are mean±SD (n=4). *p<0.05, ***p<0.001.

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Figure S7. Cytotoxicity of HRGP-IR micelles in the presence of catalase and thiourea. Values are mean±SD (n=4). ***p<0.001 relative to a group of HRGP-IR200 µg/mL.

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Figure S8. Flow cytometric analysis of apoptotic cell death of DU145 cells after co-treatment of HRGP-IR with NIR laser irradiation.

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Figure S9. Blood circulation of HRGP-IR micelles in mice. (a) Fluorescence images of blood containing capillary tubes. (b) Quantified fluorescent intensity of blood containing capillary tubes. Mice were injected with HRGP-IR micelles and blood (20 L) was taken into a capillary tube at given time points. The fluorescence image of blood was made and the fluorescence intensity per unit volume of blood was quantified. Values are meanSD. (n=4).

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NH2

OH

HN NHO

O

O

OO

OOn

O

ON

OH

O

ON N

m

O

O

O

On

O

OO

O

ON

O

O

ON N

m

O

O

O

On

O

OO

N

H3C CH3

SO

OO

N

H3C CH3

SO

OONa

Poly-IR820

Figure S10. A synthetic route and chemical structure of poly-IR820.

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Figure S11. Representative images of TUNEL stained tumor tissues.

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Figure S12. Representative images of H&E stained tissues.

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